Pyrimido[1,2-a]benzimidazole

Base Information

• Chemical Name: Pyrimido[1,2-a]benzimidazole
• CAS No.: 245-55-6
• Molecular Formula: C10H7 N3
• Molecular Weight: 169.18268
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80510859
• Nikkaji Number: J590.751I
• Wikidata: Q82369390
• Mol file: 245-55-6.mol

Synonyms:pyrimido(1,2-a)benzimidazole

Chemical Property of Pyrimido[1,2-a]benzimidazole

Chemical Property:

• Melting Point: 207 °C
• Boiling Point: 284.3±33.0 °C(Predicted)
• PKA: 3.56±0.30(Predicted)
• PSA: 30.19000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 1.88250
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

PYRIMIDO[1,2-A]BENZIMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C3N2C=CC=N3

Technology Process of Pyrimido[1,2-a]benzimidazole

There total 9 articles about Pyrimido[1,2-a]benzimidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

phenyl-pyrimidin-2-yl-amine (57356-49-7) → Benzimidazo<1,2-a>pyrimidine (245-55-6)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile; at 20 ℃; for 0.333333h; Reagent/catalyst; Solvent; Time;

DOI:10.1002/ejoc.201402456

Reference yield: 78.0%

1H-benzimidazol-2-amine (934-32-7) + 3-dimethylaminoacrolein (927-63-9) → Benzimidazo<1,2-a>pyrimidine (245-55-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 3h; regioselective reaction; Reflux;

DOI:10.1002/jhet.3337

Reference yield: 75.0%

1H-benzimidazol-2-amine (934-32-7) + N-ethyl-N,N-diisopropylamine (7087-68-5) → Benzimidazo<1,2-a>pyrimidine (245-55-6)

Guidance literature:

With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; oxygen; In acetonitrile; at 100 ℃; for 24h; Solvent; Sealed tube;

DOI:10.1021/acs.orglett.7b02015

upstream raw materials:

1H-benzimidazol-2-amine

malondialdehyde bis(diethyl acetal)

(E)-3-ethoxyacrylaldehyde

phenyl-pyrimidin-2-yl-amine

Refernces

• 1、 Zhao, Junhao,Huang, Yifeng,Ma, Guojian,Lin, Ling,Feng, Pengju. "One-Pot Protocol to Synthesize 2-Aminophenols from Anilines via Palladium-Catalyzed C-H Acetoxylation". . p. 2084 - 2091. Retrieved 2019/05/21.
• 2、 Rao, Changqing,Mai, Shaoyu,Song, Qiuling. "Cu-Catalyzed Synthesis of 3-Formyl Imidazo[1,2-a]pyridines and Imidazo[1,2-a]pyrimidines by Employing Ethyl Tertiary Amines as Carbon Sources". supporting information. p. 4726 - 4729. Retrieved 2017/09/22.